What to Wear in Boston, According to a Fashion Expert

To really get a feel for what Boston has to offer, take to the water. Head to the dock at the Boston Children's Museum and rent a kayak anytime between June and September through the L.L.Bean Outdoor Discovery Program. Be sure to make a reservation online, though some walk-ins are accepted depending on availability. You'll receive everything you need (flotation device, kayak, paddle) before setting out for a guided tour of the area. Kayaking courses are also available during select times on Fridays through Sundays.